Suzuki-Miyaura/Mizoroki-Heck coupling cascade to access 2,2'-bifunctionalized biaryls
Naveen Kumar Maurya1,2, Anushka Singh2,3, Ankita Sahu4
1Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow, Uttar Pradesh 226031, India. malleswara.kuram@cdri.res.in.
Abstract:
Biaryl motifs are essential structural features in several drugs and functional molecules. Cyclic diaryliodonium has been scarcely explored as a bifunctional agent compared to ring opening and annulation reactions. Herein, a three-component cascade approach is developed to synthesize bifunctionalized biaryls employing cyclic diaryliodoniums as a biarylating agent. The mild conditions enabled a vast array of biarylated products in good yields in a single step. Furthermore, preliminary mechanistic details and photophysical properties have been investigated.
Related Concept Videos
¹H NMR: Long-Range Coupling
In alkenes, spin information is communicated via σ–π overlap, as seen in allylic (four-bond) and homoallylic (five-bond) couplings. These coupling interactions are stronger when the σ bond is parallel to the alkene...
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Spin–Spin Coupling: Two-Bond Coupling (Geminal Coupling)
The central atom need not be NMR-active because its electrons are affected by the electron polarization of the spin-active atoms. However, spin information is transmitted less effectively than in one-bond coupling, and 2J values are usually weaker than 1J values. The energy of...
Cycloaddition Reactions: Overview
Cycloaddition Reactions: MO Requirements for Thermal Activation
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)

